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Oregon, WI Homes for Sale under $500,000

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  • /62

    $381,000

    Open Sat 1:30AM - 3:30PM $9K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft

    507 Janesville St, Oregon, WI 53575

    This beautifully updated home offers a fully remodeled main level with a modern kitchen featuring custom granite countertops, hickory cabinets, a stylish full bath with tiled shower, and a welcoming entry porch with cathedral ceiling. A expansive 33'6"x22'6" garage fully insulated and recently sheet rocked and painted. The garage and second floor were added in 2015, 2016 and includes two bedrooms

    Agent Photo

    Steve Evers

    Great Rock Realty LLC

    (608) 802-4600

    507 Janesville St, Oregon, WI 53575
  • /28

    $440,000

    • 2 Beds
    • 3 Baths
    • 576 Sq Ft

    357 Concord Dr, Oregon, WI 53575

    Amazing Oregon condo propertunity with park-like setting and all the kitchen updates you are looking for. Enjoy meals outside watching nature on the deck or the bump-out dining area. This 2-bed has exposed lower windows if you need to add more. The open floor plan makes it easy to entertain from the updated kitchen with maple cabinets and quartz counters breakfast bar to dining and into the

    Agent Photo

    Jason McGill

    KJK & Associates, LLC

    (608) 200-4632

    357 Concord Dr, Oregon, WI 53575
  • /32

    $450,000

    • 2 Beds
    • 2 Baths
    • 1,292 Sq Ft

    1206 Tivoli Cir, Oregon, WI 53575

    Thoughtfully updated condo in a welcoming Oregon community! Condo Fees are $200/month. Vaulted ceilings and abundant natural light create an inviting main living space, complemented by upgraded lighting, new flooring, and a beautifully enhanced kitchen with added pantry cabinetry and butcher block counter. The main level offers easy everyday living, while the unfinished lower level is already

    Matt Winzenried Realty Executives Cooper Spransy

    1206 Tivoli Cir, Oregon, WI 53575
  • /34

    $441,444

    • 2 Beds
    • 2 Baths
    • 1,292 Sq Ft

    1257 Tivoli Cir, Oregon, WI 53575

    The Villas are the ultimate in peace of mind living. Located within the Highlands of Netherwood, this unique neighborhood of Single Family homes brings all the conveniences of condo living (Fee: $200/mo) right to your door. Never mow your lawn or shovel your driveway again. Ideal for people that frequently travel or are in the area for part of the year. Walking path connects the neighborhood to a

    Joffre Pedretti Keller Williams Realty

    1257 Tivoli Cir, Oregon, WI 53575
  • /26

    $452,600

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,860 Sq Ft

    The Costello Plan at Greenview Preserve, Oregon, WI 53575

    WORK FROM HOME? NO PROBLEM HERE. With its spacious flex room, The Costello offers up the sanctuary you need to balance business with pleasure. Skip the fast food and prep your own gourmet lunch, because why wouldn’t you when you have a lovely kitchen pantry to hold all your meticulously organized spices and grains. When you’re ready to call it a day, retreat and recharge in your private oasis

    Veridian Homes Builder
    956 Merri-Hill Dr Unit 36450832, Oregon, WI 53575
  • /2

    $439,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,528 Sq Ft

    The Chelsea Plan at Greenview Preserve, Oregon, WI 53575

    Every home tells a story — and The Chelsea was designed to begin a beautiful one. This two-story carriage lane home strikes a beautiful balance between charm and contemporary living. Step inside to an open, airy main floor that invites connection. From simple weeknight dinners to lively gatherings, this inviting layout makes every moment feel natural. Graceful yet grounded, The Chelsea feels both

    Veridian Homes Builder
    956 Merri-Hill Dr Unit 39223581, Oregon, WI 53575
  • /2

    $399,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,481 Sq Ft

    1043 Merri Hill Dr, Oregon, WI 53575

    Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    1043 Merri Hill Dr, Oregon, WI 53575
  • /2

    $424,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,511 Sq Ft

    1035 Merri Hill Dr, Oregon, WI 53575

    Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    1035 Merri Hill Dr, Oregon, WI 53575
  • /50

    $249,900

    • 2 Beds
    • 2 Baths
    • 1,142 Sq Ft

    494 Cledell St Unit 4, Oregon, WI 53575

    Lovely, bright second floor condo featuring vaulted ceilings, new skylight with in-window blinds (includes remote) in kitchen, double pantry, gas fireplace in living room with deck from patio door, in unit laundry with stackable washer and dryer, large primary suite with walk-in closet and private bath, plus second bedroom/flex room and main hall second bath. Surprisingly, there is a lot of

    Brenda Cuta First Weber Inc

    494 Cledell St Unit 4, Oregon, WI 53575
  • /2

    $464,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,615 Sq Ft

    456 New Hampton Dr, Oregon, WI 53575

    Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    456 New Hampton Dr, Oregon, WI 53575
  • /42

    $493,600

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,572 Sq Ft

    The Harlow Plan at Greenview Preserve, Oregon, WI 53575

    One look at the primary suite in The Harlow and you’ll feel your pulse quicken... an inviting retreat with a private bath and a closet spacious enough to dance in. The kitchen steals the show with a generous island perfect for entertaining, paired with a sunny set of patio doors that welcome in morning light for a quiet cup of coffee before the day begins. This thoughtfully designed single-level

    Veridian Homes Builder
    956 Merri-Hill Dr Unit 40971249, Oregon, WI 53575
  • 956 Merri-Hill Dr Unit 39765930, Oregon, WI 53575

    $410,200

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,206 Sq Ft

    The Collette Plan at Greenview Preserve, Oregon, WI 53575

    Pick a room. Any room. And you’ll see more than enough to appreciate The Collette. Everything about it is open. The foyer opens to the living room which opens into the dining room which opens into the kitchen. Yet, not an inch of space is wasted. It’s time to open your heart and make The Collette your home. All prices, promotions and specifications are subject to change at any time without notice

    Veridian Homes Builder
    956 Merri-Hill Dr Unit 39765930, Oregon, WI 53575
  • /41

    $384,000

    • 3 Beds
    • 1.5 Baths
    • 1,250 Sq Ft

    260 Ash St, Oregon, WI 53575

    SHOWINGS BEGIN 6/18. 3rd Bedroom is a second living room with a screened-in patio! Add a door to make a Primary Suite! Whether you're downsizing or just starting out, this one-level ranch home offers the perfect opportunity to move right in and make it your own. The layout just makes sense! You'll find TWO bedrooms and ONE full bathroom off the north side of the house, a spacious living room with

    Christine Cooper RE/MAX Preferred

    260 Ash St, Oregon, WI 53575
  • /18

    $427,500

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,615 Sq Ft

    The Gramercy Plan at Greenview Preserve, Oregon, WI 53575

    Your takeout never tasted so good. No, it wasn’t that the food was any different, it was where it was eaten. That’s right, you ate at the best location around, at your brand new kitchen island. The experience that the Gramercy has to offer you is like it was made just for you (because it was!). With an open and airy first floor and three private retreats upstairs, you are exactly where you should

    Veridian Homes Builder
    956 Merri-Hill Dr Unit 36789044, Oregon, WI 53575
  • /30

    $394,900

    $21K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,790 Sq Ft

    828 Dunn Ave, Oregon, WI 53575

    Ranch-Style Condo featuring an open, spacious layout! Inviting living room features a cozy gas fireplace that flows seamlessly into the dining area and kitchen. Kitchen boasts stainless steel appliances. Newer granite countertops in kitchen & bath. Spacious main level primary suite includes walk-in closet and full bath. Convenient first floor laundry with washer and dryer included. Exposed lower

    Lori Zander Century 21 Affiliated Roessler

    828 Dunn Ave, Oregon, WI 53575
  • /2

    $469,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,670 Sq Ft

    475 Savannah Dr, Oregon, WI 53575

    Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    475 Savannah Dr, Oregon, WI 53575
  • /6

    $275,000

    • Land
    • 1.69 Acres
    • $162,722 per Acre

    Lot Borchert Rd, Oregon, WI 53575

    Schedule a showing to walk the lot. Beautiful 1.69-acre wooded lot in the City of Fitchburg offering the rare opportunity to build your peaceful dream home with a country feel, yet just minutes from the conveniences of Madison. Nestled in a serene natural setting, this picturesque homesite provides the perfect backdrop for privacy, tranquility, and the custom home you’ve always envisioned.

    Kristine Jaeger Sprinkman Real Estate

    Lot Borchert Rd, Oregon, WI 53575
  • /14

    $414,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft

    1087 Tundra Ave, Oregon, WI 53575

    Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    1087 Tundra Ave, Oregon, WI 53575
  • /43

    $365,000

    Open Thu 4:30PM - 6:30PM
    • 3 Beds
    • 2 Baths
    • 1,952 Sq Ft

    245 Alpine Meadow Cir, Oregon, WI 53575

    Welcome home to this spacious end-unit condo offering over 1,900 square feet of living space in the sought-after Oregon community. This well-maintained home features soaring vaulted ceilings that create an open, airy feel throughout. The thoughtful floor plan includes newer LVP flooring, 3 spacious bedrooms, and separate dining room with access to a private patio. Attached 2-car garage offers

    Lindsay Mefford Real Broker LLC

    245 Alpine Meadow Cir, Oregon, WI 53575
  • /34

    $434,900

    Open Thu 4PM - 6PM
    • 2 Beds
    • 2 Baths
    • 1,292 Sq Ft

    1232 Tivoli Cir, Oregon, WI 53575

    The Villas are the ultimate in peace of mind living. Located within the Highlands of Netherwood, this unique neighborhood of Single Family homes brings all the conveniences of condo living (Fee: $200/mo) right to your door. Never mow your lawn or shovel your driveway again. Ideal for people that frequently travel or are in the area for part of the year. Walking path connects the neighborhood to a

    Joffre Pedretti Keller Williams Realty

    1232 Tivoli Cir, Oregon, WI 53575
  • /35

    $395,000

    $5K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,380 Sq Ft

    806 Longwood Dr, Oregon, WI 53575

    Spacious, well maintained, pet-friendly half-duplex condo in the heart of Oregon! This 3 bed/3 bath home has an open-concept main level that features a substantial great room with vaulted ceilings. The large eat-in kitchen has newer corian counters and appliances, a breakfast bar overlooking the great room, and a walk-out to a private deck and patio. The generous primary bedroom w/ensuite bath

    Jason Holtman RE/MAX Preferred

    806 Longwood Dr, Oregon, WI 53575
  • /53

    $400,000

    • 2 Beds
    • 3 Baths
    • 2,109 Sq Ft

    361 Concord Dr Unit 6, Oregon, WI 53575

    What if condo living looked a little more like home? What if you pulled into your private driveway, stepped in from the attached 2-car garage, and were welcomed by a bright main living area that instantly felt easy to settle into? What if the 2 main floor bedrooms and 3 total bathrooms gave you the comfort and function that just works, while the layout made it easy to host, relax, and enjoy

    Cailyn Ray Real Broker

    361 Concord Dr Unit 6, Oregon, WI 53575
  • /35

    $450,000

    Open Sat 2PM - 4PM
    • 3 Beds
    • 3.5 Baths
    • 2,519 Sq Ft

    800 Clover Ln, Oregon, WI 53575

    Room to spread out inside and out! This classic Italian-style home offers spacious bedrooms, a dedicated office/study with leaded-glass doors, and a welcoming family room featuring a gas fireplace and built-in media cabinetry. Quartz countertops highlight the kitchen, while a cubby area off the garage entry provides convenient everyday storage. Flexible living spaces throughout offer room to

    Jimmer Yunek Stark Company, REALTORS

    800 Clover Ln, Oregon, WI 53575
  • /34

    $235,000

    • 2 Beds
    • 2 Baths
    • 1,046 Sq Ft

    933 Park St Unit 101, Oregon, WI 53575

    BEST PRICE FOR A CONDO IN OREGON. End unit, nice views from windows, attached 1 car garage. Spacious and light-filled first-floor condo. The open floor plan features vaulted ceilings, breakfast bar and a private patio overlooking a wooded setting. The primary suite includes a walk-in closet and full bathroom (with walk-in shower). Additional features include an open kitchen to living room,

    Jeff Kramer Century 21 Affiliated

    933 Park St Unit 101, Oregon, WI 53575
  • 956 Merri-Hill Dr Unit 39766023, Oregon, WI 53575

    $439,100

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,638 Sq Ft

    The Morris Plan at Greenview Preserve, Oregon, WI 53575

    FUNCTIONAL AND FASHIONABLE. The Morris provides modern day ease with its welcoming foyer and gorgeous great room that spans into the spacious kitchen. Throw in a load of laundry while you master your Mother’s recipe, then retreat upstairs to your secluded and sophisticated owner’s suite for the rest and relaxation you deserve. With an open, airy and convenient floor plan, you won’t have to go far

    Veridian Homes Builder
    956 Merri-Hill Dr Unit 39766023, Oregon, WI 53575
  • /2

    $499,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,628 Sq Ft

    379 New Hampton Dr, Oregon, WI 53575

    Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    379 New Hampton Dr, Oregon, WI 53575
  • /38

    $290,000

    • 4 Beds
    • 1 Bath
    • 2,250 Sq Ft

    467 Lake Kegonsa Rd, Oregon, WI 53575

    Lovingly maintained by the same owner for the past 41 years, this 4-bedroom, 1-bath home offers ample space and opportunity for updating. Recent improvements include a new electric stove, water heater, and jet pump for the well. Additional features include partial vinyl siding and completed foundation repairs. Whether you're seeking a primary residence, investment property, or renovation project,

    Roxanne Martens Boardwalk Realty LLC

    467 Lake Kegonsa Rd, Oregon, WI 53575
  • /38

    $489,900

    • 3 Beds
    • 2.5 Baths
    • 1,718 Sq Ft

    137 Lynne Trail, Oregon, WI 53575

    Tucked into a quiet suburban neighborhood, 137 Lynne Trail offers green space views and thoughtful updates throughout. This 3BR, 2.5BA home features a cozy sunken family room with fireplace, generous natural light, and an easy-flowing layout for daily living and entertaining. Updates include a new roof in 2025, high quality composite windows throughout, new carpeting and fresh paint on the main

    Heather Taylor MHB Real Estate

    137 Lynne Trail, Oregon, WI 53575
  • /2

    $424,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,511 Sq Ft

    1035 Merri-Hill Dr, Oregon, WI 53575

    Move-in ready 7/2/26. The Pilot Home (504 Greenview Preserve) features a thoughtfully designed, open-concept layout ideal for modern living. Offering 3 bedrooms, 2 baths, and a 2-car garage, this home showcases locally made, custom Auburn Ridge® cabinetry, doors, and trim crafted to last. The stylish kitchen includes a center island, quartz countertops, and quality finishes from trusted brands

    Todd Pierce Stark Company, REALTORS

    1035 Merri-Hill Dr, Oregon, WI 53575
  • /2

    $434,900

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,206 Sq Ft

    488 New Hampton Dr, Oregon, WI 53575

    Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    488 New Hampton Dr, Oregon, WI 53575
  • /3

    $398,800

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,523 Sq Ft

    The Davis Twin Home Plan at Greenview Preserve - Twin Homes, Oregon, WI 53575

    WELL NOW THEY’VE THOUGHT OF EVERYTHING. That’s what you’ll be saying to yourself when you start settling into the Davis. With its six closets AND a pantry, you have all the room you need to store whatever your heart desires. So whether you’re a fashion enthusiast, an at home chef extraordinaire, or maybe you just have a lot of toys that need storing, the Davis lets you tuck away all your goodies.

    Veridian Homes Builder
    956 Merri-Hill Dr Unit 36788978, Oregon, WI 53575
  • /2

    $439,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,528 Sq Ft

    457 Savannah Dr, Oregon, WI 53575

    Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    457 Savannah Dr, Oregon, WI 53575
  • /49

    $435,000

    Open Sat 10AM - 11:30AM $45K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,149 Sq Ft

    310 Ash St, Oregon, WI 53575

    Welcome home to this beautifully maintained 3-bedroom, 2.5-bath home with 4 levels of living space in a desirable neighborhood. The open main level flows seamlessly from the living room to the kitchen and dining area ideal for everyday living and entertaining. Upstairs features 3 bedrooms including a private primary suite. The lower levels offer additional living space, including a recently

    Bridget Creighton EXP Realty, LLC

    310 Ash St, Oregon, WI 53575

Home Prices in Oregon, WI

Home Price Trends

Median Sale Price
$483,054
Median Single Family Sale Price
$479,150
Median Townhouse Sale Price
$429,000
Median 2 Bedroom Sale Price
$310,000
Average Price Per Sq Ft
$251
Number of Homes for Sale
45
Last 12 months Home Sales
238
Months of Supply
2.30
Median List Price
$479,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%
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